Please use this identifier to cite or link to this item:
http://doi.org/10.25358/openscience-7943
Authors: | Mirion, Michael Quell, Thomas Schollmeyer, Dieter Dyballa, Katrin M. Franke, Robert Waldvogel, Siegfried R. |
Title: | Solvent-dependent facile synthesis of diaryl selenides and biphenols employing selenium dioxide |
Online publication date: | 12-Oct-2022 |
Year of first publication: | 2016 |
Language: | english |
Abstract: | Biphenols are important structure motifs for ligand systems in organic catalysis and are therefore included in the category of so-called “privileged ligands”. We have developed a new synthetic pathway to construct these structures by the use of selenium dioxide, a stable, powerful, and commercially available oxidizer. Our new, and easy to perform protocol gives rise to biphenols and diaryl selenides depending on the solvent employed. Oxidative treatment of phenols in acetic acid yields the corresponding biphenols, whereas conversion in pyridine results in the preferred formation of diaryl selenides. As a consequence, we were able to isolate a broad scope of novel diaryl selenides, which could act as pincer-like ligands with further applications in organic synthesis or as ligands in transition metal catalysis. |
DDC: | 540 Chemie 540 Chemistry and allied sciences |
Institution: | Johannes Gutenberg-Universität Mainz |
Department: | FB 09 Chemie, Pharmazie u. Geowissensch. |
Place: | Mainz |
ROR: | https://ror.org/023b0x485 |
DOI: | http://doi.org/10.25358/openscience-7943 |
Version: | Published version |
Publication type: | Zeitschriftenaufsatz |
License: | CC BY-NC-ND |
Information on rights of use: | https://creativecommons.org/licenses/by-nc-nd/4.0/ |
Journal: | ChemistryOpen 5 2 |
Pages or article number: | 115 119 |
Publisher: | Wiley-VCH-Verl. |
Publisher place: | Weinheim |
Issue date: | 2016 |
ISSN: | 2191-1363 |
Publisher URL: | http://dx.doi.org/10.1002/open.201500206 |
Publisher DOI: | 10.1002/open.201500206 |
Appears in collections: | DFG-OA-Publizieren (2012 - 2017) |
Files in This Item:
File | Description | Size | Format | ||
---|---|---|---|---|---|
solventdependent_facile_synth-20220924212425829.pdf | 429.62 kB | Adobe PDF | View/Open |